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Deering was last seen at approximately 8:00 p.m. on June 20, 1998 when an friend dropped him off at the Metro North train station in Beacon, New York. He was ill and was supposed to be en route to Montrose Veterans' Administration (VA) Hospital at the time. Deering was receiving continuing treatment at the hospital during the summer of 1998. He had been discharged from his in-patient status on June 12, eight days prior to his disappearance, after a six-week in-patient stay. Deering was carrying a large-sized black plastic bag with most of his personal belongings inside of it at the station. Deering never arrived at the hospital and has not been heard from again. His sister reported him missing on June 25, five days after his disappearance.
Deering's vehicle was discovered abandoned on Spring Valley Street in Beacon several days after he vanished. There was no sign of Deering at the scene. His sister had planned on assisting him with locating an apartment in Kingston, New York during the week of his disappearance. Deering had previously lived in Kingston from 1996 until the summer of 1998. He also lived in Memphis, Tennessee and North Carolina in the past. Deering may have traveled to Tennessee, eastern North Carolina or Florida. He may be disoriented. He is interested in music and motorcycles. Deering often wears t-shirts displaying POW (Prisoner Of War), MIA (Missing In Action) or Harley Davidson logos or emblems.
Deering's case opened 2018 by Psychic Brian Ladd. He may have traveled to back to where he used to live in Florida, Tennessee, or eastern North Carolina. His family believes he may be living on the streets.